Bolivar vacation rentals

We found 276 vacation rentals — enter your dates for availability

Uncover the enchanting beauty of Bolivar, where majestic mountains meet historic charm in a picturesque setting. This vibrant destination invites outdoor enthusiasts to hike scenic trails, while families can create lasting memories at the St. John water park. With a variety of cozy cabins and spacious vacation homes, you’ll enjoy the comfort and convenience of a home-like experience, perfect for group adventures or family getaways.

Holiday rentals with weekly discounts - Bolivar

Showing deals for:Jan 1 - Jan 8

Pool features a connected hot-tub with waterfall into the pool BUT the best feature is the view
The deck features ~900 sq ft from the master bedroom to the kitchen and panoramic views of the vineyard and opposing ridge line. 
Comfortable seating for the whole group!
15' tall Holiday tree will be up from Thanksgiving to late January.  It really is a sight to see!
Welcome to your cooking retreat - Thermador Column Fridge and Freezer, Gas Stove, Huge Kitchen Sink, Coffee and Hot Coco Station and an Austrian Tile Stove
Exceptional
(60 reviews)

Vinewood Estate Luxury Pool and Vineyard Retreat

Purcellville

9% off
$1,100
$7,703 for 7 nights
All fees included
Vinewood Estate Luxury Pool and Vineyard Retreat
Property grounds
Interior
Dining
Private kitchen
Exceptional
(11 reviews)

Magical Log Cabin w/Fireplace/ 15 min to Harpers

Harpers Ferry

8% off
$200
$1,401 for 7 nights
All fees included
Magical Log Cabin w/Fireplace/ 15 min to Harpers
Separate entrance to the apartment, for those who booked for 16+ guests.
Downstairs Bar area with full kitchen
Dining area in the apartment, for guests who booked for 16+ guests.
Harpers Ferry Vacation Rental - Front View
Exceptional
(116 reviews)

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

Harpers Ferry

7% off
$367
$2,567 for 7 nights
All fees included
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Dining
Fire pit
Private kitchen
Exterior
Exceptional
(9 reviews)

Escape from the City. House near Harpers Ferry

Knoxville

9% off
$203
$1,421 for 7 nights
All fees included
Escape from the City. House near Harpers Ferry
Terrace/patio
Pool
Property grounds
Exterior
Exceptional
(28 reviews)

Historic Booth House at the Harpers Ferry KOA

Harpers Ferry

28% off
$521
$3,649 for 7 nights
All fees included
Historic Booth House at the Harpers Ferry KOA
Living area
Outdoor dining
Property grounds
Private kitchen
Exceptional
(52 reviews)

5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit

Sharpsburg

28% off
$142
$994 for 7 nights
All fees included
5-Minute Walk to Winery & Battlefield 1-Acre Wine Weekend Getaway w/ Fire Pit
Exterior
Front Foyer
Exterior
Private kitchen
Exceptional
(87 reviews)

Rural Home, Hot Tub, Campfire, Hardwood Floors

Harpers Ferry

7% off
$192
$1,347 for 7 nights
All fees included
Rural Home, Hot Tub, Campfire, Hardwood Floors
Kitchen and Dining area
View from balcony
Futon converts to a comfy bed for an extra guest
The riverside commons provide a fun environment for lawn games and picnics
Exceptional
(168 reviews)

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

Harpers Ferry

9% off
$169
$1,180 for 7 nights
All fees included
Riverside cottage, minutes from historic Harpers Ferry! Private river access!
Open concept living/dining area with 75" Roku TV and skylights
Covered back porch from side door
Dining table for 8
West Virginia Suite, King Bed
Exceptional
(14 reviews)

Historic Church Revival: 4BR & Gathering Rm + Lg Porch, Firepit, EV + 2 dogs OK

Harpers Ferry

23% off
$416
$2,914 for 7 nights
All fees included
Historic Church Revival: 4BR & Gathering Rm + Lg Porch, Firepit, EV + 2 dogs OK
Terrace/patio
Living Room With Stone Fireplace, Big Screen TV, and Pull Out Sofa
Exterior
Stone gas fireplace
Exceptional
(133 reviews)

Hot tub, Campfire ring and great location!

Harpers Ferry

7% off
$203
$1,424 for 7 nights
All fees included
Hot tub, Campfire ring and great location!
Bedroom #3
Interior
Back yard
Interior
Exceptional
(42 reviews)

A Place to Get Away From It All

Knoxville

9% off
$234
$1,641 for 7 nights
All fees included
A Place to Get Away From It All
Private kitchen
Exterior
Room
Miscellaneous
Exceptional
(16 reviews)

Cozy Cottage. Great hikes nearby, & walking distance to historic Harpers Ferry..

Harpers Ferry

9% off
$171
$1,195 for 7 nights
All fees included
Cozy Cottage. Great hikes nearby, & walking distance to historic Harpers Ferry..
Kitchen
Springtime at The Cottage
Main sitting area
Fire Pit
Exceptional
(119 reviews)

A Restored Wagon Barn On A 1790's Farm.

Purcellville

9% off
$220
$1,540 for 7 nights
All fees included
A Restored Wagon Barn On A 1790's Farm.
Interior
Living area
Dining
Property grounds
Exceptional
(8 reviews)

Upscale Harpers Ferry Getaway

Harpers Ferry

9% off
$381
$2,670 for 7 nights
All fees included
Upscale Harpers Ferry Getaway
Dresser and entrance to downstairs bathroom
Hot Spring Rhythm 7 person Hot Tub
The Front Foyer Leading Up to Upper Master Bedroom
Upstairs Master Bedroom with King Bed and reflection in mirrors
Exceptional
(20 reviews)

Private Home, Hot Tub, Wifi, Rural Setting, Gas Stove, 70" SmartTV

Harpers Ferry

7% off
$202
$1,411 for 7 nights
All fees included
Private Home, Hot Tub, Wifi, Rural Setting, Gas Stove, 70" SmartTV
Outdoor dining
Room
Exterior
Private kitchen
Exceptional
(36 reviews)

Mountain Farmhouse Suite Near Harpers Ferry

Knoxville

9% off
$103
$724 for 7 nights
All fees included
Mountain Farmhouse Suite Near Harpers Ferry
Living area
Exterior
Private kitchen
Interior
Exceptional
(16 reviews)

The Flag House

Harpers Ferry

14% off
$271
$1,899 for 7 nights
All fees included
The Flag House
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Bolivar

Why visit Bolivar

  • Outdoor Adventures: Bolivar is a paradise for outdoor enthusiasts, offering scenic trails and parks for hiking, biking, and nature walks.
  • Rich History: Explore historic sites that showcase the area’s cultural heritage, perfect for history buffs and curious travelers alike.
  • Charming Atmosphere: The village offers a friendly, welcoming vibe, making it easy to relax and enjoy your surroundings.
  • Middleton Loop: Don’t miss the Middleton Loop for a leisurely excursion, ideal for families and couples.
  • Variety of Accommodations: Choose from cozy cabins, charming cottages, or luxurious vacation homes to suit your stay.

Popular types of accommodation in Bolivar

If you're looking for the perfect getaway in Bolivar, you've come to the right place. Our platform features a variety of popular vacation rentals, including houses, cozy cabins, and charming cottages. Explore our extensive listings for house rentals, family-friendly options, and mobile homes. Whether you're searching for a serene retreat or a place to gather with loved ones, Bolivar has something for everyone.

  • Houses: The top choice for travelers in Bolivar, these homes offer spacious living and a cozy atmosphere, perfect for families or groups.
  • Cabins: A popular option for those seeking a rustic getaway, cabins provide a charming retreat in the heart of nature.
  • Cottages: Ideal for a quaint escape, cottages in Bolivar promise a delightful and comfortable stay.
  • Apartments: A convenient option for solo travelers or couples looking for a home-like environment.
  • Villas: Luxurious and spacious, villas offer upscale accommodations for an indulgent vacation experience.**

Top attractions near Bolivar

Bolivar, West Virginia, is perfect for outdoor and adventure enthusiasts, offering stunning scenery and various attractions. Visitors can explore urban parks, historic sites, and local libraries that cater to those seeking cultural experiences, family activities, and outdoor fun. Whether traveling solo or with loved ones, Bolivar provides ample opportunities to enjoy the great outdoors while immersing yourself in the area's rich history.

  • Harpers Ferry National Historical Park: A historic site rich in culture, this park offers stunning views of the confluence of the Potomac and Shenandoah Rivers, along with preserved 19th-century buildings and engaging exhibits about the town's significant role in American history.
  • Appalachian Trail Conservancy Headquarters: A hub for outdoor enthusiasts, this visitor center provides access to the famous Appalachian Trail, along with resources for families looking to explore the great outdoors and embark on hiking adventures.
  • John Brown's Fort: This iconic historic building is a symbol of the abolitionist movement, showcasing cultural significance through its connection to John Brown's raid and offering visitors a glimpse into America's tumultuous past.

Things to do recommended for couples

For a romantic getaway in Bolivar, indulge in luxury at Sleepy Hollow Country Club, unwind at Vivo Day Spa, and savor fine wines at Breaux Vineyards. Enjoy the serene atmosphere and create unforgettable memories together just minutes away from your cozy retreat.

Things to do recommended for families

Families can explore the sports vibes at Fireman's Field, a sports facility located 13 miles from Bolivar. It's a great spot for kids to enjoy various activities and experience the excitement of local sports.

Things to do recommended for groups

Your group vacation in Bolivar, West Virginia, can include thrilling races at Summit Point Motorsports Park, a romantic evening at the Old Opera House, and a fun day on the course at Locust Hill Golf Course. Enjoy adventure, culture, and outdoor activities together.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Bolivar

When planning your trip—whether you're traveling with a group, family, pets, or looking for extended stays—it's important to prioritize your needs. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Bolivar with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Bolivar with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, taking into account how close you are to family-friendly attractions is a wise choice.
  • Taking your pets with you to Bolivar: For many families, a getaway wouldn’t feel complete without their furry companion. If you can relate, explore Vrbo listings that welcome pets. Most of these pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Bolivar: If you're seeking vacation rentals with special offers for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding amenities like a parking space, a well-equipped kitchen, or a private pool to enhance your search.

Where to stay in Bolivar

Bolivar, West Virginia, offers a delightful blend of outdoor adventures and scenic beauty. During your visit, you can explore the charming village and its friendly atmosphere while discovering nearby neighborhoods. Don't miss the Middleton Loop for a relaxing excursion, and consider a vacation home or beachfront property for a luxurious stay. Whether you're seeking family-friendly activities or a trendy getaway, Bolivar provides the perfect backdrop for an unforgettable vacation experience.

  • Harpers Ferry: Nestled at the confluence of the Potomac and Shenandoah Rivers, Harpers Ferry is a charming town that offers a perfect blend of outdoor adventure and stunning scenery. As part of the Harpers Ferry National Historical Park, visitors can explore hiking trails, historic sites, and breathtaking viewpoints. The area is popular for activities like hiking, skiing, and enjoying the picturesque landscapes. Don't miss the chance to visit the local recreational areas and the historic downtown, where you can soak in the rich history and vibrant atmosphere.
  • Charles Town: Located just 6 miles from Bolivar, Charles Town is a lively city known for its romantic ambiance and adventurous spirit. The city is home to the Charles Town Races and Slots, where visitors can enjoy thrilling horse racing and gaming experiences. In addition to racing, Charles Town boasts a variety of shopping options and delightful dining spots. The scenic downtown area is perfect for leisurely strolls, and the nearby national parks offer additional outdoor activities, making it a great destination for both relaxation and adventure.
  • Knoxville: A short 5-mile drive from Bolivar, Knoxville is a city that embraces the great outdoors and historical charm. With access to beautiful recreational areas and ski facilities, it's an ideal spot for nature enthusiasts and adventure seekers alike. Explore the nearby national park, which offers hiking trails and stunning views, or delve into the past at the historic sites scattered throughout the city. Whether you're looking to ski in the winter or enjoy a quiet picnic in the summer, Knoxville offers a delightful escape into nature.

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming trip? One effective way to do this is by being flexible with your travel dates, as prices can vary significantly. Additionally, booking a longer stay often leads to substantial savings. To discover the perfect Vrbo rental that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your travel needs.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers you an easy way to plan new trips, resume your previous plans, and keep everything organized. You can view the properties you’ve saved or booked, neatly categorized into Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Delight in the natural landscape of Bolivar

Learn about the unique charm of Bolivar with a stay in a private vacation home. Well-liked for its hiking, biking and spas, this city is both welcoming and walkable. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Bolivar

Do you want to find top things to see and do in the city? Travelers enjoy fun activities like hiking and biking. Venture out of your vacation home and check out everything that makes Bolivar a one-of-a-kind vacation spot. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 868 Estate Vineyards (6.4 mi / 10.3 km)
  • Breaux Vineyards (6.5 mi / 10.5 km)
  • Doukenie Winery (8.4 mi / 13.5 km)
  • Locust Hill Golf Course (8.4 mi / 13.5 km)
  • Big Cork Vineyards (8.8 mi / 14.2 km)
  • Summit Point Motorsports Park (13 mi / 21 km)

Exploring the natural features in Bolivar

Whether you're an adventurous traveler or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Bolivar. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Shenandoah Lake Beach (8.5 mi / 13.7 km)
  • Crystal Grottoes Caverns (12.8 mi / 20.5 km)
  • Catoctin Valley (13.1 mi / 21.1 km)
  • Greenbrier State Park (16.3 mi / 26.2 km)
  • Virginius Island (0.7 mi / 1.2 km)
  • Jefferson Rock (1 mi / 1.7 km)

Transportation to and around Bolivar

The nearest airport is in Martinsburg, WV (MRB-Eastern West Virginia Regional), located 14 mi (22.5 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into Hagerstown, MD (HGR-Hagerstown Regional), which is 26.4 mi (42.5 km) away.

Frequently asked questions

What is the best area to stay in Bolivar, West Virginia, United States of America when booking a vacation rental?
When considering a vacation rental in Bolivar, West Virginia, the charming neighborhood of Harpers Ferry is an excellent choice. Nestled alongside the confluence of the Potomac and Shenandoah Rivers, this area offers stunning natural beauty and rich historical significance. Visitors can explore the Harpers Ferry National Historical Park, where you can hike scenic trails or delve into the town's fascinating Civil War history.Another appealing area is the picturesque downtown Bolivar itself, known for its quaint atmosphere and proximity to local attractions. Here, you can enjoy the scenic views from the Bolivar Heights, which provide a breathtaking panorama of the surrounding landscape. Additionally, the area features various shops and eateries that contribute to its welcoming vibe.In terms of vacation rentals, both neighborhoods have a variety of options available, suiting different group sizes and preferences.
How much does it cost to rent a vacation home in Bolivar?
Prices for vacation rentals in Bolivar vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Bolivar to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Bolivar vacation house rentals?
You can find great discounts on house rentals in Bolivar on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay vacation rentals in Bolivar?
A long-stay vacation rental in Bolivar is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any Bolivar vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Bolivar with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
How early should I book a Bolivar vacation rental?
Book your Bolivar vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Bolivar, West Virginia, United States of America?
In Bolivar, West Virginia, visitors can enjoy a range of attractions that highlight the area's natural beauty and historical significance. One of the main draws is Harpers Ferry National Historical Park, which is located nearby and offers scenic hiking trails, stunning views of the confluence of the Potomac and Shenandoah Rivers, and rich historical sites related to the Civil War and John Brown's raid.The charming downtown area of Bolivar features quaint shops, local restaurants, and historic architecture that reflects the town's 19th-century roots. For those interested in outdoor activities, the nearby Appalachian Trail provides opportunities for hiking, while the river offers options for kayaking and fishing.Additionally, the Bolivar area is known for its wineries and vineyards, making it a great spot for wine enthusiasts looking to explore local vintages.
Can I change or cancel my Bolivar home rental booking on Vrbo?
To find Bolivar vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Bolivar vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively. Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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